Thank you for finding us in your search for a top realty agent in Chicago! I am Debra Dobbs and I have been the go-to source for exceptional real estate services in the Windy City for over 41 years. My team of skilled professional agents and I are here to help you navigate the Chicago real estate market with confidence. Explore our offerings and let’s embark on your real estate journey together.
About Debra Dobbs and The Dobbs Group
Debra Dobbs is one of Chicago’s most respected real estate professionals, consistently recognized among the top 1% of agents nationwide and honored with designations including CRS, ABR, and GRI. With decades of experience, deep market knowledge, and a long record of above-market sales, she is known for being a fierce advocate for her clients’ best interests – strategic, tenacious, and unwaveringly committed to delivering outstanding results.
The Dobbs Group is a small, highly skilled team built around that same standard of excellence. Every member brings specialized expertise, warm professionalism, and a genuine dedication to each client’s success. Together, The Dobbs Group offers the boutique feel of personalized service paired with the strength of smart marketing, skilled negotiation, and thoughtful guidance at every step of the journey.
What You Get When You Work With Us
Working with The Dobbs Group means you get a team that cares about you, and treats your goals like our own. You get Debra’s sharp instincts and relentless advocacy, paired with a group of specialists who anticipate needs before you voice them, handle details before they become problems, and make the entire process feel calm, clear, and human. You get smart strategy, honest guidance, and people who genuinely want you to feel supported every step of the way – because your success isn’t just the outcome, it is the experience we build with you.

Chicago Real Estate Listings
- 1625 W Irving Park Road
- Chicago IL 60613
- $2,900,000
- Beds | Baths | 12,995 SqFt
- 0 Acres
- 1467 S Michigan Avenue
- Chicago IL 60605
- $2,900,000
- Beds | Baths | SqFt
- 0 Acres
- 1030 W 21st Street
- Chicago IL 60608
- $2,900,000
- Beds | Baths | SqFt
- 0 Acres
- 3200 - 3210 W 26th Street
- Chicago IL 60623
- $2,900,000
- Beds | Baths | SqFt
- 0 Acres
- 363 E Wacker Drive #4208
- Chicago IL 60601
- $2,900,000
- 3 Beds | 3 Baths | 2,586 SqFt
- 0 Acres
- 401 N Wabash Avenue #69E
- Chicago IL 60611
- $2,900,000
- 3 Beds | 4 Baths | 3,102 SqFt
- 0 Acres
- 1500 N Lake Shore Drive #23C
- Chicago IL 60610
- $2,900,000
- 3 Beds | 4 Baths | 4,000 SqFt
- 0 Acres
- 2851 W Rascher Avenue
- Chicago IL 60625
- $2,900,000
- 6 Beds | 7 Baths | 12,000 SqFt
- 0 Acres
- 7801 S South Shore Drive
- Chicago IL 60649
- $2,895,000
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 161 E Chicago Avenue #60M1-N2
- Chicago IL 60611
- $2,880,000
- 3 Beds | 5 Baths | 5,382 SqFt
- 0 Acres
- 3438 W Foster Avenue
- Chicago IL 60625
- $2,860,000
- Beds | Baths | SqFt
- 0 Acres
- 901 W Belmont Avenue
- Chicago IL 60657
- $2,850,000
- Beds | Baths | SqFt
- 0 Acres
- 7003 S Oglesby Avenue
- Chicago IL 60649
- $2,800,000
- 2 Beds | 1 Baths | SqFt
- 0 Acres
- 49 E Division Street
- Chicago IL 60610
- $2,800,000
- 4 Beds | 6 Baths | 4,000 SqFt
- 0 Acres
- 1942 N Sedgwick Street #PH
- Chicago IL 60614
- $2,799,000
- 3 Beds | 3 Baths | 3,200 SqFt
- 0 Acres
- 1300 N State Parkway #701
- Chicago IL 60610
- $2,795,000
- 3 Beds | 4 Baths | 3,945 SqFt
- 0 Acres
- 163 W Division Street
- Chicago IL 60610
- $2,785,000
- Beds | Baths | SqFt
- 0 Acres
- 800 N Michigan Avenue #4001
- Chicago IL 60611
- $2,780,000
- 3 Beds | 3 Baths | 3,225 SqFt
- 0 Acres
- 21 E Huron Street #4302
- Chicago IL 60611
- $2,750,000
- 3 Beds | 4 Baths | 3,200 SqFt
- 0 Acres
- 4600 W Armitage Avenue
- Chicago IL 60639
- $2,750,000
- Beds | Baths | SqFt
- 1 Acres
- 114 N HALSTED Street
- Chicago IL 60607
- $2,750,000
- Beds | Baths | SqFt
- 0 Acres
- 10226 S Indianapolis Avenue
- Chicago IL 60617
- $2,750,000
- Beds | Baths | SqFt
- 0 Acres























